Trequanda Vacation Rentals from CA $119: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Trequanda has to offer?

Borgo Argiano : This vacation home rental near Trequanda is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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Our top choices for Trequanda vacation rentals

A historic building with a tower, a courtyard, and a well-lit entrance.

1. Abbadia Sicille Relais

Trequanda

Robert

CA $175 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a gravel driveway and lush greenery.

2. Luxury resort in the Tuscan countryside

Trequanda

CA $340 total

includes taxes & fees

Nov 2 - Nov 3

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

3. Hotel San Gregorio

Pienza

Nancy

CA $234 total

includes taxes & fees

Oct 28 - Oct 29

A poolside area with two glasses of water, candles, and a stone pathway.

4. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."

Zoltan

CA $289 total

includes taxes & fees

Oct 4 - Oct 5

A patio area with outdoor seating, potted plants, and a view of the landscape.

5. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

CA $199 total

includes taxes & fees

Oct 8 - Oct 9

An interior courtyard with stone columns, arches, and a mosaic.

6. Meublé Il Riccio

Montepulciano

Christopher

CA $243 total

includes taxes & fees

Oct 31 - Nov 1

A crowded restaurant with brick walls and multiple tables and chairs.

7. La Locanda di San Francesco

Montepulciano

Colin

CA $314 total

includes taxes & fees

Nov 3 - Nov 4

An arched doorway leading to a building with a wooden door and a staircase.

8. Residenza Fabroni

Montepulciano

Nicholas

CA $132 total

includes taxes & fees

Oct 23 - Oct 24

An arched stone gateway leading to a pathway lined with potted plants and lights.

9. Castello di Modanella

Rapolano Terme

Dennis

CA $211 total

includes taxes & fees

Oct 9 - Oct 10

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

10. Castello di Gargonza

Monte San Savino

Iain

CA $387 total

includes taxes & fees

Oct 4 - Oct 5

A terrace with a table set for breakfast, overlooking a scenic landscape.

11. Delcorto Suites

Montepulciano

Denise

CA $305 total

includes taxes & fees

Oct 18 - Oct 19

12. montorio

Montepulciano

Federico

CA $184 total

includes taxes & fees

Oct 5 - Oct 6

A person in a swimming pool with a view of trees and distant hills.

13. Albergo Diffuso Borgo Santo

Asciano

David

CA $342 total

includes taxes & fees

Oct 15 - Oct 16

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

14. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

CA $172 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

15. TuscanyLettings Studio&Room

Pienza

Lucas

CA $131 total

includes taxes & fees

Nov 1 - Nov 2

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

CA $197 total

includes taxes & fees

Nov 2 - Nov 3

A villa with a swimming pool, outdoor seating, and a tennis court.

17. Villa Curina Resort

Castelnuovo Berardenga

Deanna

CA $185 total

includes taxes & fees

Oct 11 - Oct 12

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

18. Il Tosco

Montepulciano

Margaret

CA $370 total

includes taxes & fees

Nov 2 - Nov 3

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

19. L'Olmo

Pienza

Jennifer

CA $712 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a sloped roof, a small porch, and a gravel driveway.

20. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

CA $164 total

includes taxes & fees

Nov 2 - Nov 3

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Top Trequanda Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Find out more about Trequanda

Everything you need to know about Trequanda vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Trequanda vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trequanda vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Trequanda vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trequanda. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trequanda vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trequanda vacation rentals we have selected for you start as low as CA $119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Trequanda rentals

At Expedia, we put the best Trequanda vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Trequanda rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trequanda vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trequanda. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Trequanda?

Yes, we offer vacation rentals close to top points of interest in Trequanda, or you can choose a more secluded option if you're looking for relaxation. Trequanda is known for its restaurants.

What are some of the best vacation home rentals that Trequanda has to offer?

Borgo Argiano: This vacation home rental near Trequanda is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Trequanda?

With 45 Expedia vacation rentals, you're sure to find just the right place for your Trequanda stay.

What can I see and do in Trequanda?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. The Saints Peter and Andrew Church and Monastery of Sant'Anna in Camprena are a couple of places you'll find in the larger area.

What are vacation rentals like in Trequanda?

Vacation rentals are privately owned properties you can reserve for several days or longer in Trequanda. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.

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Check prices for these dates

Our top choices for Trequanda vacation rentals

1. Abbadia Sicille Relais

2. Luxury resort in the Tuscan countryside

3. Hotel San Gregorio

4. Casanova - Panoramic Rooms and Suites

5. Affitacamere Maria Gabriella

6. Meublé Il Riccio

7. La Locanda di San Francesco

8. Residenza Fabroni

9. Castello di Modanella

10. Castello di Gargonza

11. Delcorto Suites

12. montorio

13. Albergo Diffuso Borgo Santo

14. Bed & Breakfast Vicolo dell'Oste

15. TuscanyLettings Studio&Room

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

17. Villa Curina Resort

18. Il Tosco

19. L'Olmo

20. Podere La Chiusella

Find vacation rentals that suit your style

Top Trequanda Hotel Reviews

Precise Tale Poggio Alla Sala

Palazzo Brandano

Nuovo Etruria Resort

Castiglion del Bosco, A Rosewood Hotel

Hotel Athena

La Certosa di Pontignano

Hotel Minerva

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Trequanda

Frequently asked questions

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